A NOVEL STEREOSPECIFIC REARRANGEMENT OF 3-SUBSTITUTED B-HOMO-5-AZASTEROID LACTAMS TO A-NOR ANALOGS

被引：4

作者：

BACK, TG

CHAU, JHL

MORZYCKI, JW

机构：

[1] Department of Chemistry, University of Calgary, Calgary

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 45期

关键词：

D O I：

10.1016/0040-4039(91)80208-N

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

B-Homo-5-azasteroid lactams containing nucleofugal substituents in the 3-position (1 and 2) undergo rearrangement via stereospecific ring contractions to afford A-nor analogues 3 and 4.

引用

页码：6517 / 6520

页数：4

共 12 条

[1] N-CHLOROAZASTEROIDS - A NOVEL CLASS OF REACTIVE STEROID ANALOGS - PREPARATION, REACTION WITH THIOLS, AND PHOTOCHEMICAL CONVERSION TO ELECTROPHILIC N-ACYL IMINES [J].

BACK, TG ;

BRUNNER, K .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) :1904-1910

[2] STUDIES OF ENAMIDIC DELTA-5-4-AZASTEROIDAL SELENOXIDES - PREPARATION, PUMMERER REACTIONS, CONFIGURATIONAL STABILITY, AND CONVERSION TO CARBINOL AMIDES [J].

BACK, TG ;

IBRAHIM, N ;

MCPHEE, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (17) :3283-3289

[3]

BACK TG, 1991, HETEROCYCLES, V32, P481

[4] OXIDATION OF AZASTEROID LACTAMS AND ALCOHOLS WITH BENZENESELENINIC ANHYDRIDE [J].

BACK, TG .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (07) :1442-1446

[5]

BACK TG, IN PRESS CAN J CHEM

[6]

DENCE JB, 1980, STEROIDS PEPTIDES, P136

[7]

JACKMAN LM, 1969, APPLICATION NUCLEAR, P238

[8]

KIRK DN, 1968, REACTION MECHANISMS, V7, P236

[9] GUIDELINES IN THE DESIGN OF NEW ANTI-ESTROGENS AND CYTOTOXIC-LINKED ESTROGENS FOR THE TREATMENT OF BREAST-CANCER [J].

LECLERCQ, G ;

DEVLEESCHOUWER, N ;

HEUSON, JC .

JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1983, 19 (01) :75-85

[10] CONVERSION OF ALLYLIC ALCOHOLS TO CHLORIDES WITHOUT REARRANGEMENT [J].

SNYDER, EI .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (09) :1466-&

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